3-Nitrobenzaldehyde → HCID 57545712, compound

HRID 1169582Notes

Reaction equation

HRID 1169582 reaction equation
C([O-])(=O)C.[NH4+:5].[C:6]([CH2:8][C:9]([O:11]CC)=O)#[N:7].[CH2:14]([O:16][C:17]([C:19]1([C:22](=O)[CH3:23])[CH2:21][CH2:20]1)=[O:18])[CH3:15].[N+:25]([C:28]1[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=1)[CH:31]=O)([O-:27])=[O:26]>>[CH2:14]([O:16][C:17]([C:19]1([C:22]2[NH:5][C:9](=[O:11])[C:8]([C:6]#[N:7])=[C:31]([C:30]3[CH:33]=[CH:34][CH:35]=[C:28]([N+:25]([O-:27])=[O:26])[CH:29]=3)[CH:23]=2)[CH2:21][CH2:20]1)=[O:18])[CH3:15]

Participants

5

Reactant 4

HCID 74493-NitrobenzaldehydeHCID 7764Ethyl cyanoacetateHCID 234183Ethyl 1-acetylcyclopropane-1-carboxylateHCID 517165Ammonium Acetate

Product 1

HCID 57545712HCID 57545712, compoundYield 10%

Procedure

In analogy to GP 1, reaction of 30.8 g ammonium acetate (400 mmol), 11.3 g ethyl cyanoacetate (100 mmol), 15.6 g 1-acetyl-cyclopropanecarboxylic acid ethyl ester (100 mmol), and 15.1 g 3-nitrobenzaldehyde (100 mmol) yielded 3.5 g product (10% yield).

Sources & evidence

ORD record
ord-4858a4a56c5f4c41958e192569a3c4ff
Source dataset
uspto-grants-2010_11
Patent number
US07825114B2

Reaction notes

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